Polymerizable composition for optical material and optical material and plastic lens obtained from same composition
AssigneeMitsui Chemicals, Inc.
InventorsTatsuya Ogawa, Masayuki Furuya, Shinsuke Ito
Life of this patent
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Abstract
The polymerizable composition for an optical material of the present invention includes a compound (A) represented by General Formula (a) and including two or more allyloxycarbonyl groups, at least one kind of radical polymerization initiator (B) selected from the group consisting of a peroxyketal-based radical polymerization initiator, a peroxymonocarbonate-based radical polymerization initiator, and a peroxyester-based radical polymerization initiator, and a modifier (C) selected from a polyether modified siloxane compound represented by General Formula (c1) or a polyol compound represented by General Formula (c2).
Claims17
A polymerizable composition for an optical material, comprising:
- a compound (A) represented by General Formula (a) and including two or more allyloxycarbonyl groups;
- at least one kind of radical polymerization initiator (B) selected from the group consisting of a peroxyketal-based radical polymerization initiator, a peroxymonocarbonate-based radical polymerization initiator, and a peroxyester-based radical polymerization initiator;
- at least one kind of dye (E) selected from the group consisting of an anthraquinone-based dye, a perinone-based dye, a monoazo-based dye, and a diazo-based dye;
- and
- a modifier (C) selected from a polyether modified siloxane compound represented by General Formula (c1) or a polyol compound represented by General Formula (c2),
- wherein in General Formula (a), n represents an integer of 2 to 6, R1 represents a hydrogen atom or a methyl group, a plurality of present R1's may be the same or different, X is a divalent to hexavalent organic group a derived from a linear or branched aliphatic polyol having 3 to 12 carbon atoms which optionally have an oxygen atom, a divalent to hexavalent organic group b derived from an alicyclic polyol having 5 to 16 carbon atoms which optionally have an oxygen atom, or a divalent to hexavalent organic group c derived from an aromatic compound having 6 to 12 carbon atoms, and the organic group a or the organic group b forms an allyl carbonate group by bonding to an allyloxycarbonyl group via an oxygen atom derived from a hydroxyl group provided in these groups,
- wherein in General Formula (c1), R1 to R8 may be the same or different, and at least one of R1 to R8 represents a polyether group represented by General Formula (c1a), and other R1 to R8 may be the same or different and represent a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkoxy group having 1 to 20 carbon atoms, a hydroxyl group, or a polysiloxy group, the plurality of present R2 to R5 may be the same as each other or different, m and n may be the same or different and represent an integer of 0 or more,
- wherein in General Formula (c1a), R25 represents a linear or branched alkylene group having 1 to 20 carbon atoms, R26 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkenyl group having 2 to 20 carbon atoms, or a linear or branched alkynyl group having 2 to 20 carbon atoms, a plurality of present R25's may be the same or different, k represents an integer of 1 or more, and
- wherein in General Formula (c2), R2 represents a hydroxyl group, an —OX group, or a linear or branched alkyl group having 1 to 4 carbon atoms, R3 represents a hydrogen atom, an X group, or a linear or branched alkyl group having 1 to 4 carbon atoms, R4 represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, Q1 to Q7 each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a —CH2—OX group, or an —OX group, p represents an integer of 1 to 4, s represents an integer of 0 to 4, t represents an integer of 0 to 4, and r represents an integer of 1 to 1,000, a plurality of present Q1 to Q7, X, s, and t may be the same or different, and * represents a bonding hand.
A method for manufacturing a plastic lens, comprising:
- a step of preparing a polymerizable composition for an optical material by mixing
- a compound (A) represented by General Formula (a) and including two or more allyloxycarbonyl groups,
- at least one kind of radical polymerization initiator (B) selected from the group consisting of a peroxyketal-based radical polymerization initiator, a peroxymonocarbonate-based radical polymerization initiator, and a peroxyester-based radical polymerization initiator,
- at least one kind of dye (E) selected from the group consisting of an anthraquinone-based dye, a perinone-based dye, a monoazo-based dye, and a diazo-based dye, and
- a modifier (C) selected from a polyether modified siloxane compound represented by General Formula (c1) or a polyol compound represented by General Formula (c2), and
- a step of casting and polymerizing the polymerizable composition for an optical material to form a lens base material,
- wherein in General Formula (a), n represents an integer of 2 to 6, R1 represents a hydrogen atom or a methyl group, a plurality of present R1's may be the same or different, X is a divalent to hexavalent organic group a derived from a linear or branched aliphatic polyol having 3 to 12 carbon atoms which optionally have an oxygen atom, a divalent to hexavalent organic group b derived from an alicyclic polyol having 5 to 16 carbon atoms which optionally have an oxygen atom, or a divalent to hexavalent organic group c derived from an aromatic compound having 6 to 12 carbon atoms, and the organic group a or the organic group b forms an allyl carbonate group by bonding to an allyloxycarbonyl group via an oxygen atom derived from a hydroxyl group provided in these groups,
- wherein in General Formula (c1), R1 to R8 may be the same or different, and at least one of R1 to R8 represents a polyether group represented by General Formula (c1a), and other R1 to R8 may be the same or different and represent a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkoxy group having 1 to 20 carbon atoms, a hydroxyl group, or a polysiloxy group, the plurality of present R2 to R5 may be the same as each other or different, m and n may be the same or different and represent an integer of 0 or more,
- wherein in General Formula (c1a), R25 represents a linear or branched alkylene group having 1 to 20 carbon atoms, R26 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkenyl group having 2 to 20 carbon atoms, or a linear or branched alkynyl group having 2 to 20 carbon atoms, a plurality of present R25's may be the same or different, k represents an integer of 1 or more, and
- wherein in General Formula (c2), R2 represents a hydroxyl group, an —OX group, or a linear or branched alkyl group having 1 to 4 carbon atoms, R3 represents a hydrogen atom, an X group, or a linear or branched alkyl group having 1 to 4 carbon atoms, R4 represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, Q1 to Q7 each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a —CH2—OX group, or an —OX group, p represents an integer of 1 to 4, s represents an integer of 0 to 4, t represents an integer of 0 to 4, and r represents an integer of 1 to 1,000, a plurality of present Q1 to Q7, X, s, and t may be the same or different, and * represents a bonding hand.
Dependencies are inferred from the claim text.